Journalartikel

Crystallographic Characterization of Trilostane and Derivatives


AutorenlisteJopp, M; Becker, J; Lerch, M; Miska, A; Hausmann, H; Neiger, R; Schindler, S

Jahr der Veröffentlichung2017

Seiten2251-2256

ZeitschriftChemistrySelect

Bandnummer2

Heftnummer7

ISSN2365-6549

DOI Linkhttps://doi.org/10.1002/slct.201601976

VerlagWiley


Abstract
Trilostane, 2 alpha-cyano-4 alpha,5 alpha-epoxy-17 beta-hydroxyandrostan-3-one, as a synthetic steroid analogue, competitively inhibits the synthesis of several steroids, including cortisol and aldosterone. In veterinary medicine, trilostane has been used successfully to treat hypercortisolism. Trilostane is metabolized by the liver, producing the major metabolite ketotrilostane, 2 alpha-cyano4 alpha, 5 alpha-epoxyandrostane-3,17-dione,which is excreted by the liver. The parent compound and the major metabolite undergo metabolic interconversion. Pyridinium chlorochromate oxidation gave the alpha, beta-unsaturated cyanoketone, which was hydrogenated to yield ketotrilostane. For the first time, all steroids were structurally characterized by X-ray crystallography. Furthermore, a new derivative of trilostane could be synthesized and was structurally characterized.



Zitierstile

Harvard-ZitierstilJopp, M., Becker, J., Lerch, M., Miska, A., Hausmann, H., Neiger, R., et al. (2017) Crystallographic Characterization of Trilostane and Derivatives, ChemistrySelect, 2(7), pp. 2251-2256. https://doi.org/10.1002/slct.201601976

APA-ZitierstilJopp, M., Becker, J., Lerch, M., Miska, A., Hausmann, H., Neiger, R., & Schindler, S. (2017). Crystallographic Characterization of Trilostane and Derivatives. ChemistrySelect. 2(7), 2251-2256. https://doi.org/10.1002/slct.201601976



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